Babysitter's Club Olivia Read online

  Babysitter’s Club Olivia

  Jordan Silver

  Copyright © 2018 by Jordan Silver

  All rights reserved.

  No part of this book may be reproduced in any form or by any electronic or mechanical means, including information storage and retrieval systems, without written permission from the author, except for the use of brief quotations in a book review.

  Created with Vellum

  Contents

  Preface

  1. Richard

  2. Richard

  3. Richard

  4. Richard

  5. Olivia

  6. Olivia

  7. Richard

  8. Richard

  9. Richard

  10. Richard

  Epilogue

  Preface

  I was supposed to be the babysitter, that’s what they told me. What they didn’t tell me, is that they were at the tail end of a bitter divorce and that I would be caught in the middle of a cold war between two parents and children who had already chosen sides, but because of the law, had no real say in what they did.

  I’d been hired by the father, a hotter, sexier thirty something I have never seen. At twenty-one and in my third year of college, I needed the job because the pay was good and the hours flexible. Plus, with my new dorm falling through because of a clerical error, I needed a place to stay. So I guess you could say this job fell into my lap at the most opportune time.

  Richard

  Maybe I shouldn’t have started this shit. Fucking your kids’ babysitter probably isn’t the brightest idea, but damn. The little short shorts that cupped her ass and those tits that she never covered with a bra were damn near impossible to resist.

  At least that’s what caught me out there the first time. I have no excuse for the other twenty or more times we’ve fucked since. These days it seems all she has to do is breathe and I’m in her.

  We’re getting damn close to inseparable, something I’m not too familiar with. Even when I was married I didn’t have this insane need and hunger. Maybe it’s remnants from the divorce, or maybe my ass is getting old.

  I don’t know what the fuck! But I do know pussy has never been this good. Hers is the first I’ve dived into that seems to have a direct line not only to my dick, but to other places I’d just as soon keep out of the line of fire.

  I loved my wife, at least I thought I did, no I know I did. But it was nothing like the fiery emotion I feel for this girl in my bed.

  She’s awakened something in me that’s either going to send me crazy as fuck at some point, or make me the luckiest guy on the planet.

  I’m still navigating my way around this shit. Still trying to figure out what the fuck happened, how we got here? When I first hit it, I had no idea she was packing this kinda heat between her thighs; but fuck.

  I open my eyes and she’s the first thing I think about. My heart starts to act funny as soon as I feel her warm body draped over mine.

  And fuck forbid she’s on the other side of the king sized bed because she got hot in the night; I fucking pout like a two year old and drag her back to me.

  The problem is, we never discussed where this thing was going. We never had any kind of conversation about relationships. It’s like we just fell into each other and have been fucking like minks ever since.

  For some fucked up reason I’m a bit hesitant to open up that door with her. First time in my life I’ve backed down from anything.

  I’m not sure if I’m afraid of her answer if I ask her where she sees us going? Or if I’m just satisfied with the way things are between us. Either way, some shit’s gotta come to a head before I lose my shit entirely.

  I felt the change in her breathing and knew she was finally awake. I’d been laying here with my eyes open for at least ten minutes, just breathing her in like the sap she’d turned me into.

  I tightened my arms around her and kissed her hair. “Morning beautiful!”

  “Umm good morning.” She got closer, kissed my nipple and tightened her arm around me.

  “I have to get up soon, my first class starts in an hour.” She tapped her fingers on my chest and looked up at me with those amazing cat eyes. I think it’s the eyes that trapped my ass in the first place.

  After spending the last six months in a hell battle with my ex, I wasn’t really looking to get tangled up with another female right off the bat, but I knew the moment she walked through my door that I was in deep shit.

  Everything about her called to me. Her face, her ass, her scent, every damn thing. I can’t even tell you half of what was said in that interview because my dick was screaming to get at her from the jump.

  Don’t get me wrong. I’m not a dog who goes around chasing every skirt he sees. Well, I haven’t been for the six years that I was married, but before that, oh yeah.

  But while I was married I stayed true to my vows. I didn’t even look at another female because that shit would’ve been foul. But now that I’m a free agent again, hell yeah I’m back in the game and in a big way.

  The thing is this one’s kinda young. I have her by ten years, which is something I never did before. Before Melissa, who was three years younger than me, my women were always my age or a little older.

  I like brassy broads who’ve been around the block a time or two. But Olivia, though she may be young in years, has enough brass for any ten women. Something else about her that pulls at me.

  The girl don’t fuck around. She knows what she likes and ain’t afraid to say it. Unlike Melissa who expected my ass to be a mind reader. The two women are like night and day.

  I’m not gonna lie and say my ex was a bad person or any of that other shit. We just got to a place where we both wanted different things in life. It happens I suppose, but people do change.

  She’s into the high life and the country club scene, while I’m more bikes and tats. We knew this about each other when we got hitched, but I guess she was intrigued by the wild life for a time until she lost interest.

  Now six years and two kids later, she decided that she wanted out. I have no problem with that, but I do have a problem with parceling out my kids like they’re fucking cattle.

  My kids have known one home their whole lives. And now because her ass decides she wants out, she wants to drag them with her to start a new life. Fuck that.

  Her old man, who never liked me to begin with, is loaded. So they thought that would be enough to get them everything they wanted. They didn’t count on a fucker like me, who was willing to go to bat for my kids.

  It was a dirty fight and I’d been ready to take my kids and light the fuck out if it came to that. Weeks and months of dirty tactics that made me want to kill a motherfucker a time or two while my kids suffered.

  I would’ve done anything to stop their pain, but what they wanted and what their mother was fighting for were two different things. She wanted full custody, they wanted to stay with daddy.

  So I fought, put myself damn near in hock to afford the best lawyer money could buy, to combat the high priced Shylock her family hired, and stuck to my guns for my babies.

  In the end, the judge decided that we have to split fifty-fifty which I don’t really like, but hey. The law’s the law. So now she gets them two weeks out of the month and I the same.

  The thing is, my kids hate living in their new home with their grandparents, whom they’ve never really gotten along with. In fact I think that was part of the reason my ex filed for divorce.

  Her parents realized my kids couldn’t stand them, got it into their heads that I was the cause and talked her dumb ass into filing. Her loss!

  Now I have to watch while my kids kick and scream each time I take them over there to drop them off when
their time with me is up. My five-year old son keeps telling me he can’t wait ‘til he’s older so he can stay with me. I feel for the kid, but there’s nothing I can do.

  My daughter, my little princess, breaks my heart each time she looks into my eyes with that look on a Sunday evening when it’s time to take them to their mother.

  I don’t think my ex is a bad mother, she wasn’t when we were together. I just think she never learned to cut the apron strings from her parents and it brought about the demise of our marriage.

  If those two old people think they’re gonna turn my kids into mindless twits like they did her, they have another think coming. I already have a getaway kit set and ready to go at the first sign of that fuckery and I don’t give a fuck who likes that shit.

  It was tough in the beginning, running my business and being here for the kids in the evenings when they came home from Pre-K and kindergarten. And that’s why I had to look for a sitter.

  I hired Olivia a couple months ago and fucked her two weeks after we met. I’m amazed I held out that long. Thank fuck it was a mutual attraction thing and she didn’t make me work too hard for it.

  Apparently she was eyeing me from day one and I was eating her ass up with my eyes as well. It wasn’t something we planned, the shit just happened.

  Now she spends every night in my bed and when the kids aren’t here her loud ass gets loose. Like the night before. My dick was still raw from her tight pussy’s grip and the hours of nonstop fucking that seems to be the only way we know to do this shit.

  I can honestly say I’ve never fucked anyone as hard and long as I do her. It’s like she has something in her pussy that my dick has grown addicted to. Like a bag of chips, one is never enough.

  The thing is, no matter how hard, or how deep I fuck her, she never complains. And if I turn to her three times during the night as has happened on more than one occasion, she welcomes me into her body, each and every time.

  I knew from the way she tapped her fingers on my pecs that she wanted morning dick before going off to school, and my boy is always ready to please. She might as well tie the shit on a string and carry it around with her, because I’m pretty sure she’s spoiled me for other women.

  “Okay!” I rolled over on top of her and slid into her still wet pussy. It’s only been about five hours since I had her last and she was still wet with my seed. Wet, soft and warm. Like only a well-fucked snatch can be.

  She wrapped her short legs around my ass and opened the pussy a little wider to take my length. I have to say for someone so young, who’s only had one sexual partner before me, she can take a dick.

  My monster tops off at twelve and a half by four and three quarters. The first time I hit it I thought she was gonna die. She screamed so fucking loud I expected to hear sirens next.

  But in the last two months since we’ve been fucking, she’s gotten better at taking the snake. In fact she seems addicted to the shit, wanting to fuck every spare minute.

  Now don’t get it twisted, we don’t carry on in front of the kids and all that other shit. But since they’re not here for two weeks and she lives here, well. Opportunity knocks.

  I felt a way at first, fucking her while she’s my employee and relying on me for a roof over her head, but it’s not like that. She’s an adult, I’m an adult and we liked each other from the jump.

  The first time she turned to me for dick I got over any feelings that I might be taking advantage. Like I said, she knows what she wants and ain’t afraid to make it known.

  Richard

  I get the feeling, like me, she hadn’t expected shit to go the way it’s been going. That we really like each other in and out of bed, but she’s playing it safe, same as me.

  So though we don’t flaunt the shit and we haven’t announced to the world that we’re an item, we’re looking more and more like a couple with each passing day.

  Although we spend most of our time together fucking, we do find time to do other things, but we always end up back here with me buried balls deep in her sweet as fuck gash.

  I realize that I don’t like sharing her. By that I mean, when she has study group and all that other college shit to take care of, I’m like a bear with a trapped paw until she walks through the door.

  The nosy ass neighbors and people around town are trying to figure out our relationship, which I’ve been keeping on the low when we’re out and about because of my kids and the fact that I just went through a divorce.

  I admit I have no idea what’s the proper protocol for this shit. I don’t want people speculating about her, or us. But I’m not actively trying to keep us a secret either.

  Lately though, I think my ex is starting to get suspicious. I don’t know why the fuck she should care one way or the other? I’m not interested in who she fucks.

  And as long as this girl, or any woman I screw around with don’t fuck with my kids, we got no problems. But I know it’s more than that.

  Melissa, that’s my ex, is one of those fucked up people who don’t want you but don’t want anyone else to have you either. Fuck that noise.

  I’ve seen the way she looks at Olivia when she comes by to drop off the kids. Last night she had the nerve to question me when I dropped them off at her parents’ place. I just gave her dumb ass a look and walked away.

  I’ve learned since the divorce to choose my battles. She no longer has any say in what I do and I don’t have to tell her shit about who I fuck. As long as she doesn’t play games with my kids in the middle we’re straight.

  I looked down at Olivia who has the cutest face when we fuck. It’s that slack jawed awestruck shit that makes me wanna fuck her even harder, show her what I can do.

  “Damn baby, you cumming already?”

  “Uh-huh!” I felt her pussy clench around my cock and warm pussy juice coated my meat. Her hips sped up and she dug her nails into me as she danced on my cock.

  I love fucking this girl. I don’t know if it’s the change from Melissa’s good girl in bed shit. My wife loved to fuck too, but unlike Olivia, she was ashamed of that fact.

  Everything was always hush-hush. Like it was a dirty secret. And she’d damn near bite a hole in her lip before she made a sound in bed.

  And the times when I made her, which was often, she’d be pissed for hours after. Not my little college vixen! She fucks almost as hard as me for all that she’s a novice.

  The thing with her is that she’s hypersensitive and I just happened to be the man to find all her spots. I know where to touch her to get her panties dropped, where to nibble to get her mouth around my cock, you get the drift.

  I never ask about the guy who was her first back in high school, but we have an understanding. As long as we’re fucking she can’t fuck anyone else and neither can I.

  How some college kid haven’t snatched her up as yet is beyond me, but I’m not mad. Besides, this arrangement’s perfect for both of us. It’s like live-in pussy on tap.

  Young, tight, sweet pussy with no strings attached. It’s been so long since I fucked anything that didn’t come with a long list of dos and don’ts that I was like a kid in a candy store.

  At least that’s how it started out. Now, I’m not so sure. Now I have thoughts of owning her. I feel possessive to the point that I don’t hardly recognize myself anymore.

  She cried out and bucked beneath me, working her cunt along my dick while her pussy did its thing, trying to syphon the jizz from my balls. I love making her scream.

  If my kids were here, I’d have to shove her face in the pillow if I was fucking her from behind, or cover her mouth so their nosy asses didn’t catch on. But those two weeks they aren’t here, it’s usually a noisy fuck fest.

  In the morning before she went to class and I headed to my shop, and all night as soon as I got home and dinner was eaten, her pussy was always the dessert on the menu.

  Maybe that’s why I started to get hung up on her shit. I felt my balls tightening up and my whole body got that tingling sensat
ion seconds before I shot off inside her.

  Now I’m not looking to be nobody’s baby daddy, the girl is on the pill, which makes me very happy because I hate fucking condoms, and only used them in the past if I was breaking off a piece of strange.

  We’re both clean besides. She has to get regular checkups because she’s studying to be a nurse and I get tested for my insurance on the regular so we’re straight.

  Besides, we’re two consenting adults who can do whatever the fuck we want. I just would like to be around long enough to see my kids graduate, so in the beginning I made sure her shit was straight.

  I tried pulling out after my balls were empty but she clamped down on my dick. I sucked the flesh of her neck between my teeth and her pussy gave one last twitch. Like she was trying to get the last drop of cock cream inside her.

  “I thought you said you had to go.” I kissed her nose and held myself up on my hands as I looked down at her. Her pussy had my dick on lock. That’s a little something she likes to do, keep me trapped in her cunt when I’m done off loading.

  “Don’t move yet, I like the way you feel inside me.” For as long as I’ve been fucking, and that’s a good twenty years now, no one has ever been this vocal and upfront with me in bed.

  I’ve had screamers, some who spoke in tongues, the whole nine yards. But until my little Italian princess I’ve never had a woman who wasn’t ashamed to tell me what she wanted or what she liked in my bed.

  “You’re gonna be late and I’m not in the mood to take the blame for that shit again.” She pouted and pinched my side before unlocking her cunt muscles and spitting me out.

  She rolled out of bed and walked bow legged to the master bath with her fine ass exposed. Life is strange as fuck. If Melissa hadn’t lost her mind and asked for a divorce I never would’ve met Olivia.